US7825211B2 - Single-step-processable polyimides - Google Patents

Single-step-processable polyimides Download PDF

Info

Publication number
US7825211B2
US7825211B2 US11/767,077 US76707707A US7825211B2 US 7825211 B2 US7825211 B2 US 7825211B2 US 76707707 A US76707707 A US 76707707A US 7825211 B2 US7825211 B2 US 7825211B2
Authority
US
United States
Prior art keywords
forming
endcap
polymeric composite
dianhydride
composite according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
US11/767,077
Other languages
English (en)
Other versions
US20080319159A1 (en
Inventor
Hyman Ralph Lubowitz
Thomas Karl Tsotsis
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Boeing Co
Original Assignee
Boeing Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Boeing Co filed Critical Boeing Co
Priority to US11/767,077 priority Critical patent/US7825211B2/en
Assigned to THE BOEING COMPANY reassignment THE BOEING COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: LUBOWITZ, HYMAN RALPH, TSOTSIS, THOMAS KARL
Priority to PCT/US2008/064057 priority patent/WO2009002633A1/en
Publication of US20080319159A1 publication Critical patent/US20080319159A1/en
Application granted granted Critical
Publication of US7825211B2 publication Critical patent/US7825211B2/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
    • C08G73/1003—Preparatory processes
    • C08G73/1007—Preparatory processes from tetracarboxylic acids or derivatives and diamines
    • C08G73/101—Preparatory processes from tetracarboxylic acids or derivatives and diamines containing chain terminating or branching agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/04—Reinforcing macromolecular compounds with loose or coherent fibrous material
    • C08J5/0405—Reinforcing macromolecular compounds with loose or coherent fibrous material with inorganic fibres
    • C08J5/043—Reinforcing macromolecular compounds with loose or coherent fibrous material with inorganic fibres with glass fibres
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/24—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs
    • C08J5/241—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres
    • C08J5/244—Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs using inorganic fibres using glass fibres
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2379/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing nitrogen with or without oxygen, or carbon only, not provided for in groups C08J2361/00 - C08J2377/00
    • C08J2379/04—Polycondensates having nitrogen-containing heterocyclic rings in the main chain; Polyhydrazides; Polyamide acids or similar polyimide precursors
    • C08J2379/08—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Reinforced Plastic Materials (AREA)
  • Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
US11/767,077 2007-06-22 2007-06-22 Single-step-processable polyimides Active US7825211B2 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
US11/767,077 US7825211B2 (en) 2007-06-22 2007-06-22 Single-step-processable polyimides
PCT/US2008/064057 WO2009002633A1 (en) 2007-06-22 2008-05-19 Single-step-processable polymides

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US11/767,077 US7825211B2 (en) 2007-06-22 2007-06-22 Single-step-processable polyimides

Publications (2)

Publication Number Publication Date
US20080319159A1 US20080319159A1 (en) 2008-12-25
US7825211B2 true US7825211B2 (en) 2010-11-02

Family

ID=39681047

Family Applications (1)

Application Number Title Priority Date Filing Date
US11/767,077 Active US7825211B2 (en) 2007-06-22 2007-06-22 Single-step-processable polyimides

Country Status (2)

Country Link
US (1) US7825211B2 (US07825211-20101102-C00014.png)
WO (1) WO2009002633A1 (US07825211-20101102-C00014.png)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9315633B2 (en) 2014-08-29 2016-04-19 The Boeing Company Nanomodified backbones for polyimides with difunctional and mixed-functionality endcaps
US9505864B2 (en) 2014-08-29 2016-11-29 The Boeing Company Nanomodified backbones for polyimides with difunctional and mixed-functionality endcaps
US9586699B1 (en) 1999-08-16 2017-03-07 Smart Drilling And Completion, Inc. Methods and apparatus for monitoring and fixing holes in composite aircraft
US9625361B1 (en) 2001-08-19 2017-04-18 Smart Drilling And Completion, Inc. Methods and apparatus to prevent failures of fiber-reinforced composite materials under compressive stresses caused by fluids and gases invading microfractures in the materials

Citations (76)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3565549A (en) 1968-06-20 1971-02-23 Trw Inc Process for preparing reinforced resinous structures
US3745149A (en) 1971-09-29 1973-07-10 Nasa Preparation of polyimides from mixtures of monomeric diamines and esters of polycarboxylic acids
US4255471A (en) 1977-03-18 1981-03-10 General Electric Company Coating solution of polyetherimide-forming monomers in a solvent system including water
US4414269A (en) 1981-06-16 1983-11-08 Trw, Inc. Solvent resistant polysulfone and polyethersulfone compositions
US4476184A (en) 1983-08-09 1984-10-09 The Boeing Company Thermally stable polysulfone compositions for composite structures
US4536559A (en) 1983-06-17 1985-08-20 The Boeing Company Thermally stable polyimide polysulfone compositions for composite structures
US4547553A (en) 1982-07-29 1985-10-15 The Boeing Company Polybutadiene modified polyester compositions
US4584364A (en) 1984-02-06 1986-04-22 The Boeing Company Phenolic-capped imide sulfone resins
US4661604A (en) 1981-06-16 1987-04-28 Trw, Inc. Monofunctional crosslinking imidophenols
US4684714A (en) 1983-09-27 1987-08-04 The Boeing Company Method for making polyimide oligomers
US4739030A (en) 1983-06-17 1988-04-19 The Boeing Company Difunctional end-cap monomers
US4847333A (en) 1985-09-30 1989-07-11 The Boeing Company Blended polyamide oligomers
US4851495A (en) 1987-02-20 1989-07-25 The Boeing Company Polyetherimide oligomer
US4851501A (en) 1983-06-17 1989-07-25 The Boeing Company Polyethersulfone prepregs, composites, and blends
US4868270A (en) 1986-08-04 1989-09-19 The Boeing Company Heterocycle sulfone oligomers and blends
US4871475A (en) 1985-10-07 1989-10-03 The Boeing Company Polysulfone and polyethersulfone oligomers
US4876328A (en) 1987-05-18 1989-10-24 The Boeing Company Polyamide composition
US4935523A (en) * 1985-09-30 1990-06-19 The Boeing Company Crosslinking imidophenylamines
US4958031A (en) 1987-02-20 1990-09-18 The Boeing Company Crosslinking nitromonomers
US4965336A (en) 1984-09-18 1990-10-23 The Boeing Company High performance heterocycle oligomers and blends
US4980481A (en) 1983-06-17 1990-12-25 The Boeing Company End-cap monomers and oligomers
US4981922A (en) 1987-02-20 1991-01-01 The Boeing Company Blended etherimide oligomers
US4985568A (en) 1985-09-30 1991-01-15 The Boeing Company Method of making crosslinking imidophenylamines
US4990624A (en) 1987-02-20 1991-02-05 The Boeing Company Intermediates anhydrides useful for synthesizing etherimides
US5011905A (en) 1987-05-04 1991-04-30 The Boeing Company Polyimide oligomers and blends
US5066541A (en) 1984-09-18 1991-11-19 The Boeing Company Heterocycle oligomer blends
US5071941A (en) 1983-06-17 1991-12-10 The Boeing Company Multidimensional ether sulfone oligomers
US5081198A (en) 1988-09-28 1992-01-14 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Tough, high performance, addition-type thermoplastic polymers
US5082905A (en) 1984-09-18 1992-01-21 The Boeing Company Blended heterocycles
US5087701A (en) 1985-09-30 1992-02-11 The Boeing Company Phthalimide acid halides
US5104967A (en) 1987-09-03 1992-04-14 The Boeing Company Amideimide oligomers and blends
US5109105A (en) 1987-06-12 1992-04-28 The Boeing Company Polyamide oligomers
US5112939A (en) 1983-06-17 1992-05-12 The Boeing Company Oligomers having pyrimidinyl end caps
US5115087A (en) 1988-03-29 1992-05-19 The Boeing Company Coreactive imido oligomer blends
US5116935A (en) 1987-05-04 1992-05-26 The Boeing Company Polyimide oligomers and blends and method of curing
US5120819A (en) 1984-09-18 1992-06-09 Boeing Company High performance heterocycles
US5126410A (en) 1984-09-18 1992-06-30 The Boeing Company Heterocycle oligomers
US5144000A (en) 1987-02-20 1992-09-01 The Boeing Company Method for forming crosslinking polyetherimide oligomers
US5151487A (en) 1985-09-30 1992-09-29 The Boeing Company Method of preparing a crosslinking oligomer
US5155206A (en) 1987-09-03 1992-10-13 The Boeing Company Crosslinkable polyamideimide oligomers and a method of preparation
US5159055A (en) 1983-06-17 1992-10-27 The Boeing Company Coreactive oligomer blends
US5171822A (en) 1991-02-11 1992-12-15 The United States Of America As Represented By The Administrator Of National Aeronautics And Space Administration Low toxicity high temperature pmr polyimide
US5175234A (en) 1983-09-27 1992-12-29 The Boeing Company Lightly crosslinked polyimides
US5175233A (en) 1983-06-17 1992-12-29 The Boeing Company Multidimensional ester or ether oligomers with pyrimidinyl end caps
US5175304A (en) 1987-02-20 1992-12-29 The Boeing Company Halo- or nitro-intermediates useful for synthesizing etherimides
US5198526A (en) 1984-09-18 1993-03-30 The Boeing Company Heterocycle oligomers with multidimensional morphology
US5210213A (en) 1983-06-17 1993-05-11 The Boeing Company Dimensional, crosslinkable oligomers
US5216117A (en) 1987-09-03 1993-06-01 The Boeing Company Amideimide blends
US5227461A (en) 1983-06-17 1993-07-13 The Boeing Company Extended difunctional end-cap monomers
US5268519A (en) 1987-02-20 1993-12-07 The Boeing Company Lightly crosslinked etherimide oligomers
US5286811A (en) 1983-09-27 1994-02-15 The Boeing Company Blended polyimide oligomers and method of curing polyimides
US5338827A (en) 1990-01-30 1994-08-16 Trw Inc. Polyimide resins useful at high temperatures
US5344894A (en) 1983-09-27 1994-09-06 The Boeing Company Polyimide oligomers and blends
US5367083A (en) 1987-09-03 1994-11-22 The Boeing Company Extended acid halide capping monomers
EP0626412A1 (en) 1993-04-09 1994-11-30 Ciba-Geigy Ag Polyimide oligomers
US5412066A (en) 1994-03-03 1995-05-02 Ther United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Phenylethynyl terminated imide oligomers
US5446120A (en) 1985-10-07 1995-08-29 The Boeing Company Polyethersulfone oligomers and blends
US5506060A (en) 1981-11-13 1996-04-09 The Boeing Company Method for making multidimensional ether or ester oligomers
US5512676A (en) 1987-09-03 1996-04-30 The Boeing Company Extended amideimide hub for multidimensional oligomers
US5516876A (en) 1983-09-27 1996-05-14 The Boeing Company Polyimide oligomers and blends
US5550204A (en) 1981-11-13 1996-08-27 The Boeing Company Ether and ester oligomers with multidimensional morphology
US5602226A (en) 1985-04-23 1997-02-11 The Boeing Company Method of making multidimensional polyesters
US5645925A (en) 1988-03-14 1997-07-08 Boeing Company Advanced composite blends
US5654396A (en) 1983-09-27 1997-08-05 The Boeing Company Polyimide oligomers
US5693741A (en) 1988-03-15 1997-12-02 The Boeing Company Liquid molding compounds
US5705598A (en) 1985-04-23 1998-01-06 The Boeing Company Polyester sulfone oligomers and blends
US5780583A (en) 1991-01-09 1998-07-14 The Boeing Company Reactive polyarylene sulfide oligomers
US5817744A (en) 1988-03-14 1998-10-06 The Boeing Company Phenylethynyl capped imides
US5817738A (en) 1985-04-23 1998-10-06 The Boeing Company Conductive, multidimensional oligomers and blends
EP0887364A2 (en) 1997-06-23 1998-12-30 Unitika Ltd. Polyimide precursor solution, coating film obtained therefrom, and process for producing polyimide coating film
US5968640A (en) 1985-04-23 1999-10-19 The Boeing Company Conductive, thermally stable oligomers
US5969079A (en) 1985-09-05 1999-10-19 The Boeing Company Oligomers with multiple chemically functional end caps
US6124035A (en) 1999-04-13 2000-09-26 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration High temperature transfer molding resins
WO2003087194A1 (en) 2002-04-05 2003-10-23 United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Polyimides from 2,3,3',4'-biphenyltetracarboxylic dianhydride and aromatic diamines
US20050080229A1 (en) * 2003-09-02 2005-04-14 Deets Gary L. RTM and RI processable polyimide resins
US7041778B1 (en) 2003-06-05 2006-05-09 The United States Of America As Represented By The Secretary Of The Air Force Processable thermally stable addition polyimide for composite applications

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3324909A1 (de) * 1983-07-09 1985-01-17 Bayer Ag, 5090 Leverkusen Geschlichtete glasfasern und ihre verwendung in abs-kunststoffen
US4536539A (en) * 1983-12-12 1985-08-20 Exxon Research And Engineering Co. Dilatant behavior of interpolymer complexes in aqueous solution

Patent Citations (93)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3565549A (en) 1968-06-20 1971-02-23 Trw Inc Process for preparing reinforced resinous structures
US3745149A (en) 1971-09-29 1973-07-10 Nasa Preparation of polyimides from mixtures of monomeric diamines and esters of polycarboxylic acids
US4255471A (en) 1977-03-18 1981-03-10 General Electric Company Coating solution of polyetherimide-forming monomers in a solvent system including water
US4414269A (en) 1981-06-16 1983-11-08 Trw, Inc. Solvent resistant polysulfone and polyethersulfone compositions
US4661604A (en) 1981-06-16 1987-04-28 Trw, Inc. Monofunctional crosslinking imidophenols
US5550204A (en) 1981-11-13 1996-08-27 The Boeing Company Ether and ester oligomers with multidimensional morphology
US5506060A (en) 1981-11-13 1996-04-09 The Boeing Company Method for making multidimensional ether or ester oligomers
US5463076A (en) 1981-11-13 1995-10-31 The Boeing Company Method of making multidimensional oligomers
US5573854A (en) 1981-11-13 1996-11-12 The Boeing Company Composites made from multidimensional oligomers
US5521014A (en) 1981-11-13 1996-05-28 The Boeing Company Extended multidimensional ether or ester oligomers
US4547553A (en) 1982-07-29 1985-10-15 The Boeing Company Polybutadiene modified polyester compositions
US4739030A (en) 1983-06-17 1988-04-19 The Boeing Company Difunctional end-cap monomers
US5071941A (en) 1983-06-17 1991-12-10 The Boeing Company Multidimensional ether sulfone oligomers
US4851501A (en) 1983-06-17 1989-07-25 The Boeing Company Polyethersulfone prepregs, composites, and blends
US5112939A (en) 1983-06-17 1992-05-12 The Boeing Company Oligomers having pyrimidinyl end caps
US5227461A (en) 1983-06-17 1993-07-13 The Boeing Company Extended difunctional end-cap monomers
US4536559A (en) 1983-06-17 1985-08-20 The Boeing Company Thermally stable polyimide polysulfone compositions for composite structures
US5210213A (en) 1983-06-17 1993-05-11 The Boeing Company Dimensional, crosslinkable oligomers
US5159055A (en) 1983-06-17 1992-10-27 The Boeing Company Coreactive oligomer blends
US5175233A (en) 1983-06-17 1992-12-29 The Boeing Company Multidimensional ester or ether oligomers with pyrimidinyl end caps
US4980481A (en) 1983-06-17 1990-12-25 The Boeing Company End-cap monomers and oligomers
US4476184A (en) 1983-08-09 1984-10-09 The Boeing Company Thermally stable polysulfone compositions for composite structures
US5175234A (en) 1983-09-27 1992-12-29 The Boeing Company Lightly crosslinked polyimides
US5654396A (en) 1983-09-27 1997-08-05 The Boeing Company Polyimide oligomers
US5516876A (en) 1983-09-27 1996-05-14 The Boeing Company Polyimide oligomers and blends
US5344894A (en) 1983-09-27 1994-09-06 The Boeing Company Polyimide oligomers and blends
US5455115A (en) 1983-09-27 1995-10-03 The Boeing Company Post-cure method for polyimide oligomers
US5286811A (en) 1983-09-27 1994-02-15 The Boeing Company Blended polyimide oligomers and method of curing polyimides
US4684714A (en) 1983-09-27 1987-08-04 The Boeing Company Method for making polyimide oligomers
US5705574A (en) 1983-09-27 1998-01-06 The Boeing Company Method for making a polyimide blend
US4584364A (en) 1984-02-06 1986-04-22 The Boeing Company Phenolic-capped imide sulfone resins
US5066541A (en) 1984-09-18 1991-11-19 The Boeing Company Heterocycle oligomer blends
US5082905A (en) 1984-09-18 1992-01-21 The Boeing Company Blended heterocycles
US5198526A (en) 1984-09-18 1993-03-30 The Boeing Company Heterocycle oligomers with multidimensional morphology
US4965336A (en) 1984-09-18 1990-10-23 The Boeing Company High performance heterocycle oligomers and blends
US5120819A (en) 1984-09-18 1992-06-09 Boeing Company High performance heterocycles
US5126410A (en) 1984-09-18 1992-06-30 The Boeing Company Heterocycle oligomers
US5756645A (en) 1985-04-23 1998-05-26 The Boeing Company Multidimensional polyesters
US5968640A (en) 1985-04-23 1999-10-19 The Boeing Company Conductive, thermally stable oligomers
US5705598A (en) 1985-04-23 1998-01-06 The Boeing Company Polyester sulfone oligomers and blends
US5739256A (en) 1985-04-23 1998-04-14 The Boeing Company Method for making multidimensional polyester oligomers
US5618907A (en) 1985-04-23 1997-04-08 The Boeing Company Thallium catalyzed multidimensional ester oligomers
US5817738A (en) 1985-04-23 1998-10-06 The Boeing Company Conductive, multidimensional oligomers and blends
US5602226A (en) 1985-04-23 1997-02-11 The Boeing Company Method of making multidimensional polyesters
US5969079A (en) 1985-09-05 1999-10-19 The Boeing Company Oligomers with multiple chemically functional end caps
US5087701A (en) 1985-09-30 1992-02-11 The Boeing Company Phthalimide acid halides
US4985568A (en) 1985-09-30 1991-01-15 The Boeing Company Method of making crosslinking imidophenylamines
US4935523A (en) * 1985-09-30 1990-06-19 The Boeing Company Crosslinking imidophenylamines
US5151487A (en) 1985-09-30 1992-09-29 The Boeing Company Method of preparing a crosslinking oligomer
US4847333A (en) 1985-09-30 1989-07-11 The Boeing Company Blended polyamide oligomers
US4871475A (en) 1985-10-07 1989-10-03 The Boeing Company Polysulfone and polyethersulfone oligomers
US5446120A (en) 1985-10-07 1995-08-29 The Boeing Company Polyethersulfone oligomers and blends
US4868270A (en) 1986-08-04 1989-09-19 The Boeing Company Heterocycle sulfone oligomers and blends
US4990624A (en) 1987-02-20 1991-02-05 The Boeing Company Intermediates anhydrides useful for synthesizing etherimides
US5268519A (en) 1987-02-20 1993-12-07 The Boeing Company Lightly crosslinked etherimide oligomers
US4981922A (en) 1987-02-20 1991-01-01 The Boeing Company Blended etherimide oligomers
US5144000A (en) 1987-02-20 1992-09-01 The Boeing Company Method for forming crosslinking polyetherimide oligomers
US5530089A (en) 1987-02-20 1996-06-25 The Boeing Company Polysulfoneimides
US4851495A (en) 1987-02-20 1989-07-25 The Boeing Company Polyetherimide oligomer
US5175304A (en) 1987-02-20 1992-12-29 The Boeing Company Halo- or nitro-intermediates useful for synthesizing etherimides
US4958031A (en) 1987-02-20 1990-09-18 The Boeing Company Crosslinking nitromonomers
US5116935A (en) 1987-05-04 1992-05-26 The Boeing Company Polyimide oligomers and blends and method of curing
US5011905A (en) 1987-05-04 1991-04-30 The Boeing Company Polyimide oligomers and blends
US4876328A (en) 1987-05-18 1989-10-24 The Boeing Company Polyamide composition
US5109105A (en) 1987-06-12 1992-04-28 The Boeing Company Polyamide oligomers
US5554769A (en) 1987-09-03 1996-09-10 The Boeing Company Extended end cap monomer for making advanced composites
US5367083A (en) 1987-09-03 1994-11-22 The Boeing Company Extended acid halide capping monomers
US5104967A (en) 1987-09-03 1992-04-14 The Boeing Company Amideimide oligomers and blends
US5403666A (en) 1987-09-03 1995-04-04 The Boeing Company Composites containing amideimide sized fibers
US5155206A (en) 1987-09-03 1992-10-13 The Boeing Company Crosslinkable polyamideimide oligomers and a method of preparation
US5239046A (en) 1987-09-03 1993-08-24 The Boeing Company Amideimide sizing for carbon fiber
USRE34820E (en) 1987-09-03 1995-01-03 The Boeing Company Amideimide sizing for carbon fiber
US5512676A (en) 1987-09-03 1996-04-30 The Boeing Company Extended amideimide hub for multidimensional oligomers
US5216117A (en) 1987-09-03 1993-06-01 The Boeing Company Amideimide blends
US5645925A (en) 1988-03-14 1997-07-08 Boeing Company Advanced composite blends
US5817744A (en) 1988-03-14 1998-10-06 The Boeing Company Phenylethynyl capped imides
US6569954B1 (en) 1988-03-14 2003-05-27 The Boeing Company Composites from blends of advanced oligomers
US5693741A (en) 1988-03-15 1997-12-02 The Boeing Company Liquid molding compounds
US5115087A (en) 1988-03-29 1992-05-19 The Boeing Company Coreactive imido oligomer blends
US5081198A (en) 1988-09-28 1992-01-14 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Tough, high performance, addition-type thermoplastic polymers
US5338827A (en) 1990-01-30 1994-08-16 Trw Inc. Polyimide resins useful at high temperatures
US5780583A (en) 1991-01-09 1998-07-14 The Boeing Company Reactive polyarylene sulfide oligomers
US5171822A (en) 1991-02-11 1992-12-15 The United States Of America As Represented By The Administrator Of National Aeronautics And Space Administration Low toxicity high temperature pmr polyimide
US5478915A (en) * 1993-04-09 1995-12-26 Ciba-Geigy Corporation Polyimide oligomers
US5412065A (en) 1993-04-09 1995-05-02 Ciba-Geigy Corporation Polyimide oligomers
EP0626412A1 (en) 1993-04-09 1994-11-30 Ciba-Geigy Ag Polyimide oligomers
US5412066A (en) 1994-03-03 1995-05-02 Ther United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Phenylethynyl terminated imide oligomers
EP0887364A2 (en) 1997-06-23 1998-12-30 Unitika Ltd. Polyimide precursor solution, coating film obtained therefrom, and process for producing polyimide coating film
US6124035A (en) 1999-04-13 2000-09-26 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration High temperature transfer molding resins
WO2003087194A1 (en) 2002-04-05 2003-10-23 United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Polyimides from 2,3,3',4'-biphenyltetracarboxylic dianhydride and aromatic diamines
US6958192B2 (en) 2002-04-05 2005-10-25 The United States Of America As Represented By The Administrator Of The National Aeronautics And Space Administration Polyimides from 2,3,3′,4′-biphenyltetracarboxylic dianhydride and aromatic diamines
US7041778B1 (en) 2003-06-05 2006-05-09 The United States Of America As Represented By The Secretary Of The Air Force Processable thermally stable addition polyimide for composite applications
US20050080229A1 (en) * 2003-09-02 2005-04-14 Deets Gary L. RTM and RI processable polyimide resins

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
International Search Report and Written Opinion for PCT/US2008/064057, dated Sep. 3, 2008.
International Search Report and Written Opinion for PCT/US2008/064061, dated Sep. 3, 2008.
International Search Report and Written Opinion for PCT/US2008/064063, dated Sep. 3, 2008.
Southcott Mark, et al., "The development of processable, fully imidized, polyimides for high-temperature applications", High Perform. Polym., 6 (1994) pp. 1-12.

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9586699B1 (en) 1999-08-16 2017-03-07 Smart Drilling And Completion, Inc. Methods and apparatus for monitoring and fixing holes in composite aircraft
US9625361B1 (en) 2001-08-19 2017-04-18 Smart Drilling And Completion, Inc. Methods and apparatus to prevent failures of fiber-reinforced composite materials under compressive stresses caused by fluids and gases invading microfractures in the materials
US9315633B2 (en) 2014-08-29 2016-04-19 The Boeing Company Nanomodified backbones for polyimides with difunctional and mixed-functionality endcaps
US9505864B2 (en) 2014-08-29 2016-11-29 The Boeing Company Nanomodified backbones for polyimides with difunctional and mixed-functionality endcaps
US9670325B2 (en) 2014-08-29 2017-06-06 The Boeing Company Nanomodified backbones for polyimides with difunctional and mixed-functionality endcaps

Also Published As

Publication number Publication date
WO2009002633A1 (en) 2008-12-31
US20080319159A1 (en) 2008-12-25

Similar Documents

Publication Publication Date Title
JP2942355B2 (ja) 高温での使用に適するポリイミド樹脂
USRE43880E1 (en) Solvent free low-melt viscosity imide oligomers and thermosetting polymide composites
TWI540150B (zh) 苯并樹脂
US3654227A (en) Manufacture of aromatic polyimides and process for preparation of reinforced polymer article from said polyimides
AU2006331934C1 (en) Two-stage cure polyimide oligomers
US8921510B1 (en) Phthalonitrile prepolymer intermediate
EP0269412A1 (en) Low viscosity noncrystalline dicyanate esters and blends with prepolymers of dicyanate esters
US7825211B2 (en) Single-step-processable polyimides
Dhanya et al. High Performance Phthalonitrile Resins: Challenges and Engineering Applications
JPH041742B2 (US07825211-20101102-C00014.png)
JPH08253585A (ja) ポリイミド製品の製造に有用な濃厚プレポリマー組成物
JP2013241553A (ja) カルド型ジアミンを組成とする熱硬化性ポリイミド
JP3448167B2 (ja) ポリイミド樹脂コーティング被膜及び塗膜の形成方法並びにポリイミド樹脂塗料の製造方法
JP6760815B2 (ja) 樹脂ワニス、その製造方法および積層板の製造方法
JPH0553170B2 (US07825211-20101102-C00014.png)
JP2014201740A (ja) イミドオリゴマー及びこれを加熱硬化させてなるポリイミド樹脂
JP2003292619A (ja) ポリイミド樹脂系組成物及びそれらを用いたプリプレグの製造方法並びに樹脂硬化方法
KR20170093013A (ko) 고온 내열용 프리프레그 제조를 위한 수지 조성물 및 그 제조 방법
JP2545604B2 (ja) 熱硬化性樹脂組成物
WO2023204169A1 (ja) 熱硬化性樹脂、その製造方法および利用
JP2595038B2 (ja) 熱硬化性樹脂組成物
EP0371907A1 (en) Method for making a fiber reinforced crosslinked polyimide matrix composite article
WO2023204070A1 (ja) アルデヒド基含有ベンゾオキサジン樹脂
GB2137641A (en) Non-cross-linked triaryl-s-triazine ring-chain polymers
JPH03418B2 (US07825211-20101102-C00014.png)

Legal Events

Date Code Title Description
AS Assignment

Owner name: THE BOEING COMPANY, ILLINOIS

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:LUBOWITZ, HYMAN RALPH;TSOTSIS, THOMAS KARL;REEL/FRAME:019478/0778;SIGNING DATES FROM 20070615 TO 20070619

Owner name: THE BOEING COMPANY, ILLINOIS

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:LUBOWITZ, HYMAN RALPH;TSOTSIS, THOMAS KARL;SIGNING DATES FROM 20070615 TO 20070619;REEL/FRAME:019478/0778

STCF Information on status: patent grant

Free format text: PATENTED CASE

FEPP Fee payment procedure

Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

FPAY Fee payment

Year of fee payment: 4

MAFP Maintenance fee payment

Free format text: PAYMENT OF MAINTENANCE FEE, 8TH YEAR, LARGE ENTITY (ORIGINAL EVENT CODE: M1552)

Year of fee payment: 8

MAFP Maintenance fee payment

Free format text: PAYMENT OF MAINTENANCE FEE, 12TH YEAR, LARGE ENTITY (ORIGINAL EVENT CODE: M1553); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY

Year of fee payment: 12